19406 Winslow Road, Shaker Heights, OH 44122
Van Sweringen Cos 25 · Cuyahoga County
Key Facts
Description
Timeless Tudor-style duplex located on beautiful, tree-lined Winslow Rd in the heart of Shaker Heights Historic district. This well-maintained property has been owned & lovingly cared for by one family, offering exceptional character, solid mechanical updates, & spacious layouts ideal for an owner/occupant or investor. Both units feature gorgeous hardwood floors throughout, classic architectural details, & generous room sizes. Each unit includes 2 bedrooms, an eat-in kitchen, a formal dining room, and a large living room with a beautiful fireplace. One bedroom in each unit offers an enclosed porch overlooking the backyard & the 3-car garage, while the second bedroom in each unit enjoys its own charming porch as well. Major improvements completed in 2025 include a full sewer line replacement from the house to the street, a new boiler for the 2nd-floor unit, & new hot water tanks for both the 1st & 2nd floors. The 1st-floor boiler is only a few years older. The 2nd-floor dishwasher is brand new. The second-floor unit has seamless access to the expansive third floor, which adds two additional bedrooms, a full bath, & a living room perfect for extended living, or a teen suite. The basement provides separate washers & dryers for each unit, all of which stay with the home. A home warranty is included for added peace of mind. With its prime location, classic Tudor charm, strong mechanical updates, & flexible floor plan, this duplex is an outstanding opportunity, especially for buyers seeking to live in one unit and rent the other. A rare find in Shaker Heights!
Property Information
Property Type
Residential Income
Sub-Type
Duplex
Year Built
1926
Living Area
4,153 sq ft
Lot Size
0.13 acres
Garage Spaces
3
Days on Market
7
MLS® Listing#
5205580
Property Features
Interior
Appliances
Cooling
Heating
Basement
Parking
Laundry
Lot Features
Construction
Roof
Security
Sewer
Water Source
Financial Details
Annual Taxes
$9,717
Tax year 2025
Parcel Number
736-08-045
Directions
Van Aken to Winslow, North of Chagrin
Affordability Calculator
$85,000
Estimated monthly payment
$2,262/mo
Principal $340,000 · Est. interest $474,330 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Shaker Heights, OH
- $258,736
- Median Listing Price
- 40
- Median Days on Market
- 1,920
- Median Sq Ft
- $130
- Median Price / Sq Ft
- 554
- Active Listings
- This home’s price is 64% above the area median.
- Its price per sq ft is 21% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Shaker Heights, OH.
Location
Points of Interest in Shaker Heights, OH
Showing the Shaker Heights area map.
Nearby Schools
St Dominic Church
School · 0.1 mi away
Carol Nursery School
School · 0.2 mi away
Champions at Lomond Elementary
Elementary · 0.7 mi away
Lomond Elementary School
Elementary · 0.7 mi away
Hanna Perkins School
School · 0.8 mi away
Adlai E. Stevenson
Elementary · 0.8 mi away
Champions at Fernway Elementary
Elementary · 0.8 mi away
Fernway Elementary School
Elementary · 0.8 mi away
Shaker Heights City School District
School · 0.8 mi away
Adlai Stevenson Elementary School
Elementary · 1.0 mi away
Shaker Heights Middle School
Secondary · 1.0 mi away
Hathaway Brown High School
Secondary · 1.1 mi away
Shell's Learning Center LLC
School · 1.1 mi away
Archbishop Lyke School
Elementary · 1.2 mi away
Whitney M. Young PreK-8 School
Secondary · 1.3 mi away
University School
Secondary School · 1.3 mi away
Ceogc
School · 1.4 mi away
Louis Stokes Head Start Center
School · 1.4 mi away
Shaker Heights High School
Secondary · 1.4 mi away
John F Kennedy High School
Secondary · 1.5 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 2341 Warrensville Center Road, University Heights, OH | $299,900 | 6 | 4 | 3,452 |
| 1695 Glenmont Road, Cleveland Heights, OH | $299,900 | 6 | 3 | 3,212 |
| 3625 Glencairn Road, Shaker Heights, OH | $313,000 | 6 | 4 | 3,750 |
| 3613 Lynnfield Road, Shaker Heights, OH | $319,000 | 6 | 3 | 4,234 |
| 3638 Lynnfield Road, Shaker Heights, OH | $319,900 | 6 | 3 | 2,352 |
| 18428 Winslow Road, Shaker Heights, OH | $320,000 | 7 | 3 | 2,520 |
Moving Cost Estimate
EXIT Agents in Shaker Heights
Listing Courtesy: Howard Hanna - cathylesueur@howardhanna.com, 216-355-7005
Last Updated: 2026-06-18